Ad #7932625
MLS #24187215
Rare historic Wooster Square compound featuring a detached
161 Olive St, New Haven, CT 06511
$775,000
3Beds
2Baths
1,945Sqft
0.07Acres
About this property
Rare historic Wooster Square compound featuring a detached carriage house and private garden retreat. Opportunities like this seldom come to market in New Haven's iconic Wooster Square Historic District. Built in 1870, this distinguished brick residence offers 3 BR, 2 full baths, and a rare blend of architectural character, flexible living space, and private outdoor living. Behind the historic brick facade, soaring ceilings, original details, and two decorative fireplaces evoke the craftsmanship & charm of a bygone era, while thoughtful updates provide modern comfort, including a remod 2nd bath. The unfinished third floor offers expansion potential and a lookout perch overlooking the neighborhood. The walk-out lower level has been transformed into a cozy cabin-inspired retreat, ideal for entertaining or relaxing, with abundant storage. Set on a fenced corner lot, the property lives like a private compound with mature landscaping, intimate garden spaces, and off-street parking-an unexpected retreat in the heart of the city. The detached carriage house has been extensively upgraded into a cigar lounge-inspired home office & fitness studio, offering flexibility and potential Yale Homebuyer Program eligibility, with the option to convert back to a 2-car gar. Just moments from Wooster Square's cherry blossoms, farmers market, world-famous pizza, Union Station,Yale,Yale NH Hospital, downtown, restaurants, and major highways. Historic. Private. Flexible. Walkable.
Property Features
3 Beds
2 Baths
1,945 Sqft
Built in 1870
0.07 Acres
Has Fireplace
$14,102 / yr property tax
New Haven County
Additional Photos
Contact Information
Marc Seigel
RE/MAX RISE
203-494-3888
Location
Listing Agent: Marc Seigel 203-494-3888
Broker: RE/MAX RISE 203-714-6479 Listing Site
Copyright © 2026 SmartMLS, Inc. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
Broker: RE/MAX RISE 203-714-6479 Listing Site
Copyright © 2026 SmartMLS, Inc. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
BeachHouse.com
Printed Aug 11, 2026
Photo Gallery
$775,000
3
Beds
2
Baths
1,945
Sqft
161 Olive St, New Haven, CT 06511
By contacting this agent you agree to these Terms and Conditions.
MLS# 24187215
Rare historic Wooster Square compound featuring a detached
$775,000
161 Olive St, New Haven, CT 06511
3
Beds
2
Baths
1,945
Sqft
0.07
Acres
$775,000
161 Olive St, New Haven, CT 06511
3 Beds
2 Baths
1,945 Sqft
0.07 Acres
Rare historic Wooster Square compound featuring a detached carriage house and private garden retreat. Opportunities like this seldom come to market in New Haven's iconic Wooster Square Historic District. Built in 1870, this distinguished brick residence offers 3 BR, 2 full baths, and a rare blend of architectural character, flexible living space, and private outdoor living. Behind the historic brick facade, soaring ceilings, original details, and two decorative fireplaces evoke the craftsmanship & charm of a bygone era, while thoughtful updates provide modern comfort, including a remod 2nd bath. The unfinished third floor offers expansion potential and a lookout perch overlooking the neighborhood. The walk-out lower level has been transformed into a cozy cabin-inspired retreat, ideal for entertaining or relaxing, with abundant storage. Set on a fenced corner lot, the property lives like a private compound with mature landscaping, intimate garden spaces, and off-street parking-an unexpected retreat in the heart of the city. The detached carriage house has been extensively upgraded into a cigar lounge-inspired home office & fitness studio, offering flexibility and potential Yale Homebuyer Program eligibility, with the option to convert back to a 2-car gar. Just moments from Wooster Square's cherry blossoms, farmers market, world-famous pizza, Union Station,Yale,Yale NH Hospital, downtown, restaurants, and major highways. Historic. Private. Flexible. Walkable.
40 days
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Property Details
HOME DETAILS
3 Beds
2 Baths
1,945 Sqft
Built in 1870
0.07 Acres
INTERIOR
Has Fireplace
FINANCIAL & COMMUNITY
$14,102 / yr property tax
New Haven County
See More Details
Location
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Ad Statistics
Ad Number
7932625
Viewed
46 times
Listing Status
Active
Added
Jul 02, 2026
Last Refreshed
Jul 03, 2026 06:17:28 PM
Listing Information
Data Source
SmartMLS, Inc.
Source Property ID
24187215
Listing Agent: Marc Seigel 203-494-3888
Broker: RE/MAX RISE 203-714-6479 Listing Site
Copyright © 2026 SmartMLS, Inc. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
Broker: RE/MAX RISE 203-714-6479 Listing Site
Copyright © 2026 SmartMLS, Inc. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
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